Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
5th Edition
ISBN: 9781260170405
Author: SMITH
Publisher: MCG
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Chapter 25, Problem 25.61P
Draw a stepwise mechanism for each reaction.
a. 
b. 
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3) Label the configuration in each of the following alkenes as E, Z, or N/A (for
non-stereogenic centers).
00
E
000
N/A
E
Br
N/A
N/A
(g)
E
N/A
OH
E
(b)
Oz
N/A
Br
(d)
00
E
Z
N/A
E
(f) Oz
N/A
E
(h)
Z
N/A
6) Fill in the missing Acid, pKa value, or conjugate base in the table below:
Acid
HCI
Approximate pK,
-7
Conjugate Base
H-C:
Hydronium (H₂O')
-1.75
H-O-H
Carboxylic Acids (RCOOH)
Ammonium (NH4)
9.24
Water (H₂O)
H-O-H
Alcohols (ROH)
RO-H
Alkynes
R--H
Amines
25
25
38
HO
5) Rank the following sets of compounds in order of decreasing acidity (most acidic to least
acidic), and choose the justification(s) for each ranking.
(a)
OH
V
SH
я вон
CH
most acidic
(lowst pKa)
least acidic
(highest pKa)
Effect(s)
Effect(s)
Effect(s)
inductive effect O inductive effect O inductive effect
electronegativity electronegativity O electronegativity
resonance
polarizability
resonance
polarizability
O resonance
O polarizability
hybridization
Ohybridization
O hybridization
о
Chapter 25 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
Ch. 25 - Prob. 25.1PCh. 25 - Prob. 25.2PCh. 25 - Prob. 25.3PCh. 25 - Prob. 25.4PCh. 25 - Prob. 25.5PCh. 25 - Prob. 25.6PCh. 25 - Problem 25.7
Draw the product of each...Ch. 25 - Prob. 25.8PCh. 25 - Prob. 25.9PCh. 25 - Prob. 25.10P
Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Problem 25.18
Write out steps to show how each of...Ch. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21PCh. 25 - Problem 25.22
Which nitrogen atom in each compound...Ch. 25 - Prob. 25.23PCh. 25 - Prob. 25.24PCh. 25 - Prob. 25.25PCh. 25 - Prob. 25.26PCh. 25 - Prob. 25.27PCh. 25 - Problem 25.28
Draw the major product formed in...Ch. 25 - Prob. 25.29PCh. 25 - Prob. 25.30PCh. 25 - Problem 25.31
Devise a synthesis of each compound...Ch. 25 - Prob. 25.32PCh. 25 - Problem 25.33
What starting materials are needed...Ch. 25 - Problem 25.34
(a) What two components are needed...Ch. 25 - Prob. 25.35PCh. 25 - Prob. 25.36PCh. 25 - 25.37 Varenicline (trade name Chantix) is a drug...Ch. 25 - Give a systematic or common name for each...Ch. 25 - Prob. 25.39PCh. 25 - 25.40 How many stereogenic centers are present in...Ch. 25 - 25.41 Rank the compounds in each group in order of...Ch. 25 - 25.42 Decide which atom in each molecule is most...Ch. 25 - 25.43 Explain why pyrimidine is less basic than...Ch. 25 - 25.44 Rank the nitrogen atoms in each compound in...Ch. 25 - 25.45 Explain why nitroaniline is a stronger base...Ch. 25 - 25.46 Explain the observed difference in the...Ch. 25 - 25.47 Why is pyrrole more acidic than...Ch. 25 - Prob. 25.48PCh. 25 - Prob. 25.49PCh. 25 - Prob. 25.50PCh. 25 - 25.51 How would you separate toluene , benzoic...Ch. 25 - 25.52 Draw the products formed when methylaniline ...Ch. 25 - Prob. 25.53PCh. 25 - Prob. 25.54PCh. 25 - 25.55 Draw the organic products formed in each...Ch. 25 - Prob. 25.56PCh. 25 - 25.57 Identify A, B, and C, three intermediates in...Ch. 25 - Prob. 25.58PCh. 25 - Prob. 25.59PCh. 25 - 25.60 A chiral amine A having the configuration...Ch. 25 - 25.61 Draw a stepwise mechanism for each...Ch. 25 - 25.62 Draw a stepwise mechanism for the following...Ch. 25 - Prob. 25.63PCh. 25 - 25.64 Tertiary aromatic amines react with and ...Ch. 25 - 25.65 Devise a synthesis of each compound from...Ch. 25 - Prob. 25.66PCh. 25 - Prob. 25.67PCh. 25 - Prob. 25.68PCh. 25 - Prob. 25.69PCh. 25 - 25.70 Devise a synthesis of each biologically...Ch. 25 - 25.71 Devise a synthesis of each compound from...Ch. 25 - 25.72 Three isomeric compounds A, B, and C, all...Ch. 25 - 25.73 Treatment of compound D with LiAlH4 followed...Ch. 25 - Prob. 25.74PCh. 25 - 25.75 Rank the following compounds in order of...Ch. 25 - Prob. 25.76PCh. 25 - Prob. 25.77PCh. 25 - Prob. 25.78P
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